Find short term rentals in Lenox, MA at the best prices

214 available short term rental offers

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Lenox, MA short term rentals
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Best Short term and Weekly rentals in Lenox, MA

Best family friendly Lenox, MA Short term rentals

Among the 214 accommodations in Lenox, MA, here are the 4 best family friendly rentals

Spacious 4br Central-berkshires Home With Pool! - Lenox, MA
10 3 reviews

Spacious 4br Central-berkshires Home With Pool!

apartment, Lee
This Lee holiday let is conveniently situated less than 1 kilometre from the Mass Pike exit, offering easy access to Lee Premium Outlets and recreational pursuits such as skiing, hiking, and golf at Greenock Country Club and Wyndhurst Golf & Club.
This 4-bedroom, 2-bathroom apartment accommodates up to 9 guests and features a well-equipped kitchen, outdoor grilling area, swimming pool, and garden, with well-behaved pets considered on a case-by-case basis.
St Anne`s Manor | Walk To Downtown!  Sleeps 8 - Lenox, MA
10 127 reviews

St Anne`s Manor | Walk To Downtown! Sleeps 8

apartment, Lenox
Village View, a ten-room Victorian house in downtown Lenox, Massachusetts, is a three-block walk (approximately 0.24 km) from the bus stop and within easy reach of restaurants, shops, and historic sites such as Ventfort Hall and The Mount.
This five-bedroom, three-bathroom property offers guests a fully equipped kitchen, a jetted tub, parking for up to three cars, and a secluded backyard with a gas grill; it comfortably accommodates larger groups and is ideal for exploring Lenox's attractions, including Kennedy Park and Pleasant Valley Bird Sanctuary.
Stylish Mid-century Modern Berkshires Cape - Lenox, MA
9.9 142 reviews

Stylish Mid-century Modern Berkshires Cape

apartment, Lee
This house is located on a lake in Lee, within 2 kilometres of Greenock Country Club, Lee Library, and Animagic Museum of Animation, offering a peaceful retreat in a convenient location. The property has received excellent ratings for user experience, location, and cleanliness.
The property has 4 bedrooms and can accommodate up to 8 guests, providing ample space for families or groups. It features a fully equipped kitchen, a terrace, a garden, and a washing machine, along with air conditioning, internet access, and a Smart TV for entertainment.
Maries Place Unit 3 - Lenox, MA
9.9 67 reviews

Maries Place Unit 3

apartment, Pittsfield
This charming 3-bedroom house is located on a quiet street in southeast Pittsfield, just a short drive from local restaurants, shops, and popular attractions like Hancock Shaker Village and MASS MoCA. The home has received excellent ratings for location, cleanliness, and overall experience.
The house offers a spacious living area with a comfortable gas stove and new furniture, perfect for relaxing after a day of exploring. Guests can enjoy the home's amenities, including a fully equipped kitchen, air conditioning, a large garden, and ample off-street parking.

Best Lenox, MA lodging with a balcony

General Williams Estate House Lenox/stockbridge - Lenox, MA
9.8 117 reviews

General Williams Estate House Lenox/stockbridge

apartment, Stockbridge
This spacious six-bedroom house, known as the General Williams house, is situated in Berkshire County, Massachusetts, 3.2km from Stockbridge centre and 8km from Lenox centre, offering easy access to the Mass Pike.
The 511-square-metre property boasts two fully equipped kitchens, six fireplaces, a games room, a swimming pool, and a spa, accommodating up to 16 guests and providing ample space for families or large groups.
Chambery Inn - Lenox, MA
9.6 409 reviews

Chambery Inn

B&B, Lee
The Chambery Inn is situated in Lee, Massachusetts, a short drive from both the Berkshire Scenic Railroad Museum and Tanglewood Musical Center, making it an ideal base for exploring the area's attractions. The inn has consistently received excellent ratings for its location, cleanliness, and overall experience.
This former schoolhouse has been transformed into a charming guesthouse with a unique design, featuring individual room styles and special features. Guests can enjoy a continental breakfast delivered to their room, relax in the garden, take advantage of the spa, and enjoy the nearby Ski Butternut resort for winter sports.
The Central Downtown Inn & Suites - Lenox, MA
8.6 379 reviews

The Central Downtown Inn & Suites

B&B, Pittsfield
This guesthouse is conveniently located in Pittsfield, just 0.3 kilometres from the Berkshire Museum and within easy reach of Bousquet Ski Area and Hancock Shaker Village. It is rated very good by previous guests.
The guesthouse offers a kitchen with a freezer, microwave oven, and dishwasher, as well as air conditioning, a terrace, and parking. Guests can enjoy free Wi-Fi, laundry facilities, and express check-in and check-out.
3 Acres, Mtn Views, Hot Tub, Steps To Winery - Lenox, MA
No reviews

3 Acres, Mtn Views, Hot Tub, Steps To Winery

apartment, Richmond
This Richmond flat offers a serene setting by Richmond Pond, just 300 metres from Balderdash Cellars and 8 kilometres from Tanglewood.
This spacious 255 square metre split-level property accommodates up to six guests and includes a newly renovated kitchen, air conditioning, a jacuzzi, a terrace, a garden, parking, and two kayaks and bicycles for exploring the area.

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Best Lenox, MA lodging with a kitchen

Elegant Suite With A King Bed, Fireplace, And Kitchenette. - Lenox, MA
No reviews

Elegant Suite With A King Bed, Fireplace, And Kitchenette.

B&B, Lenox
This Lenox guesthouse is conveniently located within a 1.9km walk of both The Bookstore and Lenox Library.
The 20-square-metre property offers one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with refrigerator and coffee maker.
Comfy Modern  Convenient Location  2br Queen Bed - Lenox, MA
9.4 97 reviews

Comfy Modern Convenient Location 2br Queen Bed

apartment, Stockbridge
This ground-floor flat is conveniently located in Stockbridge, just minutes from Kripalu Center for Yoga & Health, Tanglewood, and the Stockbridge Bowl. The property has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom property can accommodate up to six guests and features a fully equipped kitchen, a gas fireplace, a large yard, and pet-friendly policies. Guests can enjoy outdoor space, cook meals in the well-equipped kitchen, and relax by the fireplace.
Charming Lakeview Cottage W/ Kayaks, Richmond Pond - Lenox, MA
9.6 50 reviews

Charming Lakeview Cottage W/ Kayaks, Richmond Pond

apartment, Richmond
This Richmond Shores cottage, a two-minute walk from Richmond Pond's private beach, offers easy access to Berkshire attractions.
Sleeping five, the three-bedroom property boasts an open-plan kitchen-living area, a large bathroom with laundry facilities, a private backyard with a fire pit, kayaks, and a gas grill, plus ample outdoor space.
Stockbridge Bowl Home - Lenox, MA
8.7 31 reviews

Stockbridge Bowl Home

apartment, Stockbridge
This charming house is situated just a short walk from Stockbridge town centre and the beautiful Stockbridge Bowl, offering easy access to the area's attractions. It consistently receives very good ratings for cleanliness, location and overall experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a well-equipped kitchen with a fridge, free parking, and the unique opportunity to connect with the owners, a family of writers, who can offer local insights and literary recommendations.

Best Lenox, MA lodging with laundry available

Imagine Being Lakeside, Kayaks/fishing/ev Charger - Lenox, MA
9.6 22 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
This Lenox holiday home, near the beach and a 2.4km walk from Wyndhurst Golf & Club and The Mount, offers easy access to local attractions including Shakespeare and Company and Ventfort Hall Mansion within 5km.
The 176 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, private balcony, garden, parking, and internet access.
Gateway To The Berkshires - Renovated Downtown Apartment - Lenox, MA
10 15 reviews

Gateway To The Berkshires - Renovated Downtown Apartment

apartment, Lee
This Lee apartment is conveniently located near the Lee Library, the Animagic Museum of Animation, and the Berkshire Mountain Country Store, with the Housatonic River and Greenock Country Club less than 2.4 kilometres away.
This one-bedroom, one-bathroom flat sleeps four guests and offers a fully equipped kitchen with fridge, microwave, oven and hob, free Wi-Fi, and is a smoke-free environment.
Home Away From Home: Minutes To Tanglewood. - Lenox, MA
9.9 52 reviews

Home Away From Home: Minutes To Tanglewood.

apartment, Lenox
This Lenox house, situated minutes from Lenox town centre and Tanglewood, offers easy access to shops, restaurants, and the renowned music venue.
Sleeping seven guests across three bedrooms (two king, one queen, one king and twin) and two bathrooms, this self-catering property boasts a modern kitchen with stainless steel appliances, a private garden, parking for six cars, and excellent guest reviews.
Stockbridge Cape Near Tanglewood! - Lenox, MA
10 115 reviews

Stockbridge Cape Near Tanglewood!

apartment, Stockbridge
This holiday home is located just outside Stockbridge, a short drive from the Berkshire Botanical Garden (2.9 km) and Tanglewood Music Center (4.2 km), offering a peaceful and scenic setting for your stay. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The spacious property spans 152 square metres and comfortably accommodates up to 7 guests in its 4 bedrooms and 2 bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a garden with barbecue facilities, a private patio, and a spa, making it perfect for relaxing and enjoying the beautiful surroundings.
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